Winter Park Real Estate

Winter Park Homes For Sale

$1,195,000

The Cloisters

100 S Interlachen Ave #415
Winter Park, FL 32789

2

2

1,267 Sq Ft

34 Days

$1,195,000

Hawks Crest

1092 Wading Waters Cir
Winter Park, FL 32792

4

3

3

4,126 SqFt

Pool

Water Front

0.19 Acres

14 Days

Reduced

$1,195,000

$1,200,000

The Cloisters

100 S Interlachen Ave #404
Winter Park, FL 32789

2

2

1,290 Sq Ft

97 Days

Under Contract

$1,190,000

$1,290,000

MLS#MFRO6355666

1150 Kenwood Ave
Winter Park, FL 32789

3

3

2

3,138 SqFt

0.15 Acres

28 Days

Reduced

$1,185,000

$1,450,000

MLS#MFRO6330075

5236 Lake Howell Rd
Winter Park, FL 32792

4

3

1

3,929 SqFt

Pool

0.29 Acres

125 Days

New Construction

Under Contract

$1,130,000

$1,299,000

MLS#MFRO6299820

1341 Lyndale Blvd
Winter Park, FL 32789

4

3

1

3,020 SqFt

0.16 Acres

220 Days

Under Contract

$1,129,000

MLS#MFRO6349945

100 S Virginia Ave #314
Winter Park, FL 32789

3

3

3

2,615 Sq Ft

0.46 Acres

50 Days

$1,107,750

MLS#FX-10537698

240 E Lake Sue Ave
Winter Park, FL 32789

2

2

1

1,793 SqFt

0.27 Acres

7 Days

Under Contract

$1,095,000

$1,300,000

MLS#MFRO6340675

1450 Chestnut Ave
Winter Park, FL 32789

3

4

2

2,374 SqFt

Pool

0.13 Acres

82 Days

Reduced

$1,095,000

$1,180,000

MLS#AX-11826269

2607 Lafayette Ave
Winter Park, FL 32789

4

4

2

3,884 SqFt

0.176 Acres

154 Days

Reduced

$1,095,000

$1,180,000

MLS#MFRO6314734

2607 Lafayette Ave
Winter Park, FL 32789

4

4

2

3,884 SqFt

0.18 Acres

177 Days

$1,065,000

Hawks Crest

1245 Wading Waters Cir
Winter Park, FL 32792

4

3

3

4,119 SqFt

Pool

0.23 Acres

16 Days

381 Active Listings in Winter Park, FL

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Living in Winter Park affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Winter Park. Local and interstate highways provide an easy transition to nearby cities such as Maitland, Casselberry, Winter Springs, Altamonte Springs, Sanford, Oviedo, Apopka, Longwood, Lake Mary, Deland, and Labelle.

Boating and watersports are integral to the Florida lifestyle, offering year-round access to to both fresh and saltwater ecosystems, vibrant marine life, and a culture centered around outdoor leisure and recreation. Winter Park real estate prices are directly correlated to it's proximity to these amenities.

Additionally, four local airports are easily accessible - Orlando Executive (ORL), Orlando International (MCO), Orlando Sanford International (SFB), and Kissimmee Gateway (ISM) in Orlando.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. All listings featuring the BMLS logo are provided by Beaches Multiple Listing Service, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2025 Beaches MLS, Inc.All properties featuring the Miami Realtors logo are provided by the Miami Association of Realtors. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.